Ammonia methanol → HCID 178421536, compound

HRID 81609Notes

Reaction equation

HRID 81609 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([F:19])=[C:6]([C:8]2([CH3:18])[C:14]([F:16])([F:15])[CH2:13][O:12][CH2:11][C:10](=S)[NH:9]2)[CH:7]=1.[NH3:20].CO>>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([F:19])=[C:6]([C:8]2([CH3:18])[C:14]([F:16])([F:15])[CH2:13][O:12][CH2:11][C:10](=[NH:20])[NH:9]2)[CH:7]=1

Participants

3

Reactant 2

HCID 21705897Ammonia methanolHCID 866502735-(5-Bromo-2-fluorophenyl)-6,6-difluoro-5-methyl-1,4-oxazepane-3-thione

Product 1

HCID 178421536HCID 178421536, compound

Procedure

A mixture of 5-(5-bromo-2-fluorophenyl)-6,6-difluoro-5-methyl-1,4-oxazepane-3-thione (1.0 g, 2.83 mmol) and 10% NH3/MeOH (25 mL) was stirred in a sealed tube at rt for 24 h. Reaction mixture was concentrated and purified by column chromatography on silica gel with 5% MeOH, 2% NH3 in chloroform to furnish the title compound as a pale brown gum. Yield=1.1 g ( ). LCMS: RtH8=0.146 [M+H]+=337.0, 339.0,

Workup

  1. customReaction mixture
  2. concentrationwas concentrated
  3. custompurified by column chromatography on silica gel with 5% MeOH, 2% NH3 in chloroform

Sources & evidence

ORD record
ord-e256d3aaedaa4dd49a2cea193be5feff
Source dataset
uspto-grants-2014_09
Patent number
US08846658B2

Reaction notes

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